Sulphated selachyl alcohol



Patented Dec. 14, 1937 r UNITED STATES PATT FFIE SULPHATED SELACHYLALCOHOL Alfred William Baldwin and Hugh Mills Bunbury, Blackley,England, assignors to Imperial Chemical Industries Limited, acorporation of Great Britain No Drawing. Application January 23, 1935,Se= rial No. 3,198. In Great Britain February 9,

6 Claims.

Example I Twenty (20) parts of the crude alcohols obtained from theliver-oil of C'entrophorus granulosis and Somniosis microcephatus andconsisting largely of selachyl alcohol together with some batyl andchimyl alcohols, 25 parts of finely ground sodium pyrosulphate and 9parts of pyridine were heated together at 90 C. to 95 C. until a sampledissolved to a clear solution in water. The mixture was stirred with 200parts of water containing 8 parts of sodium carbonate, evaporated todryness, and the residue extracted with boiling methanol, in which thedesired product was soluble. On evaporation of the alcohol a creamyyellow paste was obtained, readily soluble in Water.

Example II One (1) part of the product of Example I was dissolved in1000 parts of water, of hardness equivalent to 20 parts of calciumcarbonate in 100,000 parts of water. Raw wool was more thoroughlycleansed after immersion in this solution at 40 C. to 45 C. for thirtyminutes than after similar treatment with a 0.2% to 0.25% solution ofcetyl sodium sulphate in the same water.

The sulphated selachyl alcohol may be employed in the form of the freeacid, but is preferably neutralized with a salt-forming compound ofinorganic origin, such as, for example, alkali metal hydroxide, ammonia,or lithium and magnesium compounds, or of organic origin such as mono-,dior trialkyl-amines, cyclohexyl-amines, monoanddialkyl-cyclohexyl-amines, hydroxyl alicyclic amines ashexahydro-aminophenol, mono-, diand trialkylol-amines, piperidine,pyridine, quinoline, betaine and thiourea.

In general, the sulphated selachyl alcohol herein described may be usedin pure or standardized form and may be used in conjunction with knownprocesses for treating agents. It may be used for other purposes thanthose indicated above, for instance, in carbonization, as an addition tofiax retting baths, in sizing, in fulling, as an addition when sizing isremoved from textile materials, in impregnating, bleaching, mordanting,as an addition to soap in an acid bath, in mercerizing liquors, toimprove the absorption characteristics of fibrous materials,particularly when subjected to a treatment for finishing, softening,stiffening, coloring or special chemical treatment such aswater-proofing or mildew-proofing. It may be used in lustering ordelustering, degumming, kier boiling, scouring, stripping, felting,oiling or lubricating, weighting or loading natural or synthetic textileor fibrous materials which are ordinarily subjected to such processes,twist setting in yarn, and silk soaking.

It may also be used in other fields, particularly in dyeing processes,'for instance, in dyeing from neutral, acid or alkaline baths, reservingcotton in acid baths, dyeing with developed dyes, dyeing of animalfibers with vat dyes, dyeing cellulose acetate fibers with insolubledyes, dyeing and printing with aniline black, dyeing of leather, inmaking dye pastes of dyes or dye components, in printing pastes toassist in the dispersion of the dye or dye component and in thepenetration into the neutral or synthetic fiber, in the production ofpigments of azo, basic, acid, vat, and sulfur dyes in a finely dividedcondition, for the production of finely divided inorganic pigments. Inaddition, it may be used for converting liquid or solid substancesnormally insoluble in water, such as hydrocarbons, higher alcohols,other oxygen-containing compounds, fats, oils, Waxes, resins, pitchesand pitchy substances, halogenated hydrocarbons (for exampletrichlorethylene and orthoor para-dichlorobenzene) into clear solutionsor stable emulsions or dispersions. It may be used in deliming, hating,fat liquoring, tanning and softening or treating baths for hides andskins, particularly for the fat liquor treatment, for wetting crustedleather, and in flotation processes including minerals and oils such asthe recovery of fixed oil from the oil sands.

Further miscellaneous uses are: Agricultural sprays and insecticides;disinfectants; washing fruit and vegetables for spray residue removal;emulsifiers for cosmetics, wetting agents for metal cleaning compoundswith acids and alkalis, wetting agents for paint, varnish and lacquercleaners, as aids in chemical reactions; wetting agents for woodpreservatives; foaming agents, particularly for fire extinguishers;anti-spattering agents'for fats, and in salad oil manufacture.

As many apparently widely diiferent'embodiments of this invention may bemade without departing from the spirit and scope thereof, it is to beunderstood that we do not limit ourselves to the specfic embodimentsthereof except as defined in the appended claims.

We claim:

1. An alkali metal salt of selachyl sulphate.

2. A process of making an alkali metal salt of selachyl sulphate whichcomprises heating sel- 5 achyl alcohol with an alkali metal pyrosulphateand pyridine and neutralizing the reaction mixture with an alkali metalcarbonate.

3. Sodium selachyl sulphate.

4. A process of making sodium selachyl sul- 10 phate which comprisesheating crude selachyl alcohol with finely ground sodium pyrosulphateand. pyridine until a sample dissolves to a clear solution in Water andneutralizing the reaction mixture with an aqueous solution of sodiumcarbonate.

5. A sulphuric ester of selachyl alcohol.

6. A salt of selachyl sulphuric acid.

